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About This Item
Empirical Formula (Hill Notation):
C12H9F3N2O2
CAS Number:
Molecular Weight:
270.21
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
Product Name
Leflunomide Related Compound B, United States Pharmacopeia (USP) Reference Standard
InChI
1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
SMILES string
O=C(/C(C#N)=C(O)/C)NC1=CC=C(C(F)(F)F)C=C1
InChI key
UTNUDOFZCWSZMS-YFHOEESVSA-N
grade
pharmaceutical primary standard
API family
leflunomide
manufacturer/tradename
USP
application(s)
pharmaceutical (small molecule)
format
neat
Gene Information
human ... DHODH(1723)
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Analysis Note
These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.
General description
Leflunomide Related Compound B (2-Cyano-3-hydroxy-N-(4-trifluoromethylphenyl)crotonamide is a malononitrilamide which is a water soluble metabolite of Leflunomide. It is considered as a noncompetitive inhibitor of dihydro-orotate dehydrogensae. This metabolite has been reported to initially target activated lymphocytes.
Other Notes
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Quee Ming Seah et al.
Drug metabolism letters, 2(3), 153-157 (2009-04-10)
We used immortalized human hepatocytes to study the bioactivation of leflunomide and the metabolic degradation to its major metabolite, A77 1726. Both leflunomide and A77 1726 caused a time- and concentration-dependent increase in LDH release. The cytotoxicity of leflunomide, but
Maurizio Cutolo et al.
Journal of autoimmunity, 32(3-4), 254-260 (2009-03-28)
Immune response is greater in females than in males and lymphocytes/monocytes from female subjects (or tested in vitro with estrogens) show higher immune/inflammatory reactivity. In order to test in vitro the interactions between 17beta-estradiol (E2--10(-9) M), testosterone (T--10(-8) M) and
Mingchang Zhang et al.
Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban, 28(3), 364-368 (2008-06-20)
The effects of A771726, the active metabolite of leflunomide, on experimental rat corneal neovascularization (NV) in vivo and on cultured human umbilical vein endothelial cells in vitro were studied. The corneal NV was induced by alkali burn in 40 SD
Jae Youl Cho
Archives of pharmacal research, 31(2), 160-166 (2008-03-28)
FTY720 is a derivative of ISP-1 (myriocin), a fungal metabolite of the Chinese herb Iscaria sinclarii, with agonistic effect for sphingosine-1-phosphate receptor. In this study, we examined the potential adverse effect of FTY720 in terms of cell cytotoxicity and the
Deborah Cowen et al.
Bioorganic & medicinal chemistry letters, 20(3), 1284-1287 (2009-12-26)
A series of mono- and di-substituted N-arylaminomethylene malonates have been used to probe the potential of utilizing additional H-bonding contacts in the ubiquinone binding channel, for selective inhibition between either human or Plasmodium DHODH. Altered 'head' group functionalities have been
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